4.5 Article

Synthesis of Pentafluorophenyl Silver by Means of Lewis Acid Catalysis: Structure of Silver Solvent Complexes

Journal

ORGANOMETALLICS
Volume 29, Issue 6, Pages 1421-1427

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/om901063a

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Funding

  1. Deutsche Forschungsgemeinschaft [SCHU 1170/4-1]

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The synthesis and structure of lithium and silver tetrakis(pentafluorophenyl)borate salts have been studied in different solvents ranging from polar (CH2Cl2, diethyl ether) to nonpolar (toluene, pentane). While Li[B(C6F5)(4)] is stable in all studied solvents and crystallizes with four ether molecules from ether and with two toluene molecules from toluene, the silver salt is only stable when the Ag+ ion is strongly coordinated such as in [Ag(toluene)(3)][B(C6F5)(4)] or [Ag(Et2O)(3)][B(C6F5)(4)]. In weakly coordinating solvents such as CH2Cl2 Ag[B(C6F5)(4)] decomposes, yielding AgC6F5 and B(C6F5)(3). The overall process of the AgC6F5 synthesis starting from B(C6F5)(3) and LiC6F5 can formally be regarded as a B(C6F5)(3)-catalyzed reaction. The salt [Ag(toluene)(3)][B(C6F5)(4)] presents an easily accessible, ether-free, stable silver salt of the [B(C6F5)(4)](-) anion. All compounds have been fully characterized.

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